N-[3,5-bis(trifluoromethyl)benzyl]-5-(4-fluorophenyl)-7,8-dihydro-N,7-dimethyl-8-oxo-1,7-naphthydridine-6-carboxamide

Base Information

• Chemical Name: N-[3,5-bis(trifluoromethyl)benzyl]-5-(4-fluorophenyl)-7,8-dihydro-N,7-dimethyl-8-oxo-1,7-naphthydridine-6-carboxamide
• CAS No.: 168541-17-1
• Molecular Formula: C₂₆H₁₈F₇N₃O₂
• Molecular Weight: 537.437

Synonyms:N-[3,5-bis(trifluoromethyl)benzyl]-5-(4-fluorophenyl)-7,8-dihydro-N,7-dimethyl-8-oxo-1,7-naphthydridine-6-carboxamide

Chemical Property of N-[3,5-bis(trifluoromethyl)benzyl]-5-(4-fluorophenyl)-7,8-dihydro-N,7-dimethyl-8-oxo-1,7-naphthydridine-6-carboxamide

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Technology Process of N-[3,5-bis(trifluoromethyl)benzyl]-5-(4-fluorophenyl)-7,8-dihydro-N,7-dimethyl-8-oxo-1,7-naphthydridine-6-carboxamide

There total 4 articles about N-[3,5-bis(trifluoromethyl)benzyl]-5-(4-fluorophenyl)-7,8-dihydro-N,7-dimethyl-8-oxo-1,7-naphthydridine-6-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

{[3,5-bis(trifluoromethyl)phenyl]methyl}methylamine (159820-24-3) + 5-(4-fluorophenyl)-7,8-dihydro-7-methyl-8-oxo-6-pyrido<3,4-b>pyridinecarboxylic acid (168541-93-3) → N-[3,5-bis(trifluoromethyl)benzyl]-5-(4-fluorophenyl)-7,8-dihydro-N,7-dimethyl-8-oxo-1,7-naphthydridine-6-carboxamide (168541-17-1)

Guidance literature:

With thionyl chloride; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; water; ethyl acetate; N,N-dimethyl-formamide; benzene;

Reference yield:

5-(4-fluorophenyl)-7,8-dihydro-7-methyl-8-oxo-6-pyrido<3,4-b>pyridinecarboxylic acid hydrochloride → N-[3,5-bis(trifluoromethyl)benzyl]-5-(4-fluorophenyl)-7,8-dihydro-N,7-dimethyl-8-oxo-1,7-naphthydridine-6-carboxamide (168541-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂, DMF / tetrahydrofuran / 3 h / Heating

2: Et₃N / CH₂Cl₂ / 15 h / Ambient temperature

With thionyl chloride; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00016a014

Reference yield:

3-bromo-5-(4-fluoro-phenyl)-7-methyl-8-oxo-7,8-dihydro-[1,7]naphthyridine-6-carboxylic acid (3,5-bis-trifluoromethyl-benzyl)-methyl-amide → N-[3,5-bis(trifluoromethyl)benzyl]-5-(4-fluorophenyl)-7,8-dihydro-N,7-dimethyl-8-oxo-1,7-naphthydridine-6-carboxamide (168541-17-1)

Guidance literature:

With tri-n-butyl-tin hydride;

upstream raw materials:

5-(4-Fluoro-phenyl)-7-methyl-8-oxo-7,8-dihydro-[1,7]naphthyridine-6-carbonyl chloride

{[3,5-bis(trifluoromethyl)phenyl]methyl}methylamine

5-(4-fluorophenyl)-7,8-dihydro-7-methyl-8-oxo-6-pyrido<3,4-b>pyridinecarboxylic acid

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